Enantioselective Hydroaminations Catalyzed by Yttrium(III)-Bis(sulfoximine) Complexes
Julia Fuchs1,2, Stefan Immel1, Dominik Bauer1
1Clemens-Schöpf-Institut für Organische Chemie und Biochemie, Technische Universität Darmstadt, Peter Grünberg-Straße 4, 64287, Darmstadt, Germany.
New yttrium complexes featuring bis(sulfoximine) ligands catalyze enantioselective intramolecular hydroamination reactions. This study details their synthesis, characterization using multinuclear NMR, and structural elucidation via DFT calculations.
Area of Science:
- Organometallic Chemistry
- Catalysis
- Asymmetric Synthesis
Background:
- Intramolecular hydroamination is a key reaction for synthesizing nitrogen-containing heterocycles.
- Development of novel chiral catalysts is crucial for enantioselective transformations.
- Yttrium complexes offer unique Lewis acidity and coordination properties for catalytic applications.
Purpose of the Study:
- To synthesize and characterize novel bis(sulfoximine) yttrium complexes.
- To investigate their efficacy as catalysts for enantioselective intramolecular hydroamination.
- To elucidate the structural and electronic properties of these yttrium complexes.
Main Methods:
- Synthesis of bis(sulfoximine) yttrium complexes.
- Characterization using multinuclear Nuclear Magnetic Resonance (NMR) spectroscopy (¹H, ¹³C, ¹⁵N, ⁸⁹Y).
- Stoichiometric analysis using Job's plot.
- Density Functional Theory (DFT) calculations for structural and NMR shift elucidation.
Main Results:
- First successful preparation and characterization of bis(sulfoximine) yttrium complexes.
- Confirmation of complex stoichiometries through Job's plot analysis.
- Experimental and DFT-calculated ⁸⁹Y NMR chemical shifts and complex structures were obtained, providing insights into their electronic properties.
Conclusions:
- Bis(sulfoximine) yttrium complexes represent a new class of catalysts for enantioselective intramolecular hydroamination.
- Multinuclear NMR and DFT calculations provide a comprehensive understanding of these novel organometallic complexes.
- This work opens avenues for developing new yttrium-based catalysts for asymmetric synthesis.
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